Character names: Turtle & Jamie-Lynn Sigler
Years dated in real life: 11 months

On HBO's Entourage, Jerry Ferrara's Turtle met Jamie-Lynn Sigler in the first class section of a flight en route to Los Angeles. When the former Meadow Soprano wound up being into Turtle, Johnny Drama and company couldn't believe it. And when we heard that these two stars were a couple in real life, neither could we! In the series, Jamie-Lynn broke it off with Vinny Chase's little buddy. In real life, while we're not sure who dumped who, the couple parted ways in 2009.